A New Copper Acetate-Bis(oxazoline)-Catalyzed, Enantioselective Henry Reaction

David A. Evans, Daniel Seidel, Magnus Rueping, Hon Wai Lam, Jared T. Shaw, C. Wade Downey

Research output: Contribution to journalArticle

447 Scopus citations

Abstract

A highly enantioselective, nitroaldol reaction catalyzed by a chiral Cu(II) bis(oxazoline) complex has been developed. The reaction scope includes both aromatic and aliphatic aldehydes (15 examples) affording products in good yields and enantioselectivities (87-94% ee). An X-ray structure of the catalyst has been provided along with a rationalization of the sense of asymmetric induction.

Original languageEnglish (US)
Pages (from-to)12692-12693
Number of pages2
JournalJournal of the American Chemical Society
Volume125
Issue number42
DOIs
StatePublished - Oct 22 2003
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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    Evans, D. A., Seidel, D., Rueping, M., Lam, H. W., Shaw, J. T., & Downey, C. W. (2003). A New Copper Acetate-Bis(oxazoline)-Catalyzed, Enantioselective Henry Reaction. Journal of the American Chemical Society, 125(42), 12692-12693. https://doi.org/10.1021/ja0373871